You're stacking risk factors - first deal, partnership, no existing revenue source, and making an off market purchase for the first time.

I'm willing to bet dollars to donuts they pay below market rates.

You're just stacking risk factors in a tougher, blocking and tackling market. 

The STR arena is highly complex and  significantly down in multitudes of markets across the nation.

Atlanta's thriving real estate market further enhanced its appeal.

This is a very sought after attraction that the Springfield market encompasses.

Duquesne's growing market further enhanced its appeal.

In Oregon my title company would give me update spread sheet of all NOD's going ( but keep in mind I was the largest buyer or one of them in the market at the time. 

I hope these will be helpful and useful as starting steps in learning about wholesaling in MA. https://www.realestateskills.com/blog/wholesaling-real-estate-legal-massachusettshttps://www.realestateskills.com/blog/how-to-wholesale-massachusettshttps://www.realtytrac.com/market-trends/ma/

I think it really depends on your market and skillset at to where you want to start.